Cyclic Organic Peroxides as New Fungicides against Phytopathogenic Fungi

The search for new classes of fungicides has long been important in plant protection due to the development of fungal resistance to currently used agrochemicals. Organic peroxides have long been regarded as exotic and unstable compounds. The discovery of the antimalarial activity of the peroxide nat...

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Hlavní autoři: Ivan A. Yaremenko, Peter S. Radulov, Yulia Yu. Belyakova, Dmitrii I. Fomenkov, Vera A. Vil’, Maria A. Kuznetsova, Valentina N. Demidova, Alexei P. Glinushkin, Alexander O. Terent’ev
Médium: Článek
Jazyk:English
Vydáno: MDPI AG 2023-06-01
Edice:Agrochemicals
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On-line přístup:https://www.mdpi.com/2813-3145/2/3/21
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author Ivan A. Yaremenko
Peter S. Radulov
Yulia Yu. Belyakova
Dmitrii I. Fomenkov
Vera A. Vil’
Maria A. Kuznetsova
Valentina N. Demidova
Alexei P. Glinushkin
Alexander O. Terent’ev
author_facet Ivan A. Yaremenko
Peter S. Radulov
Yulia Yu. Belyakova
Dmitrii I. Fomenkov
Vera A. Vil’
Maria A. Kuznetsova
Valentina N. Demidova
Alexei P. Glinushkin
Alexander O. Terent’ev
author_sort Ivan A. Yaremenko
collection DOAJ
description The search for new classes of fungicides has long been important in plant protection due to the development of fungal resistance to currently used agrochemicals. Organic peroxides have long been regarded as exotic and unstable compounds. The discovery of the antimalarial activity of the peroxide natural product Artemisinin, an achievement that was recently recognized with the Nobel Prize, has brought organic peroxides into the medicinal and agrochemistry. In this paper, fungicidal activity of synthesized organic peroxides—geminal bishydroperoxide, bridged 1,2,4,5-tetraoxanes, and tricyclic monoperoxides—were tested in vitro against an important species of phytopathogenic fungi (<i>F. culmorum</i>, <i>R. solani</i>, <i>A. solani</i>, <i>P. infestans</i>, <i>C. coccodes</i>). We discovered that substituted bridged 1,2,4,5-tetraoxanes exhibit fungicidal activity comparable or superior to azoxystrobin and superior to geminal bishydroperoxide and tricyclic monoperoxides. The contact mode of action was demonstrated for the bridged 1,2,4,5-tetraoxane.
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spelling doaj.art-aef1a6d97ff040b0b0b51d2d7daca39d2023-11-19T09:08:43ZengMDPI AGAgrochemicals2813-31452023-06-012335536610.3390/agrochemicals2030021Cyclic Organic Peroxides as New Fungicides against Phytopathogenic FungiIvan A. Yaremenko0Peter S. Radulov1Yulia Yu. Belyakova2Dmitrii I. Fomenkov3Vera A. Vil’4Maria A. Kuznetsova5Valentina N. Demidova6Alexei P. Glinushkin7Alexander O. Terent’ev8N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospekt, 119991 Moscow, RussiaN. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospekt, 119991 Moscow, RussiaN. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospekt, 119991 Moscow, RussiaN. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospekt, 119991 Moscow, RussiaN. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospekt, 119991 Moscow, RussiaAll-Russian Research Institute for Phytopathology, B. Vyazyomy, 143050 Moscow, RussiaAll-Russian Research Institute for Phytopathology, B. Vyazyomy, 143050 Moscow, RussiaAll-Russian Research Institute for Phytopathology, B. Vyazyomy, 143050 Moscow, RussiaN. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospekt, 119991 Moscow, RussiaThe search for new classes of fungicides has long been important in plant protection due to the development of fungal resistance to currently used agrochemicals. Organic peroxides have long been regarded as exotic and unstable compounds. The discovery of the antimalarial activity of the peroxide natural product Artemisinin, an achievement that was recently recognized with the Nobel Prize, has brought organic peroxides into the medicinal and agrochemistry. In this paper, fungicidal activity of synthesized organic peroxides—geminal bishydroperoxide, bridged 1,2,4,5-tetraoxanes, and tricyclic monoperoxides—were tested in vitro against an important species of phytopathogenic fungi (<i>F. culmorum</i>, <i>R. solani</i>, <i>A. solani</i>, <i>P. infestans</i>, <i>C. coccodes</i>). We discovered that substituted bridged 1,2,4,5-tetraoxanes exhibit fungicidal activity comparable or superior to azoxystrobin and superior to geminal bishydroperoxide and tricyclic monoperoxides. The contact mode of action was demonstrated for the bridged 1,2,4,5-tetraoxane.https://www.mdpi.com/2813-3145/2/3/21crop protectionfungicidesorganic peroxides
spellingShingle Ivan A. Yaremenko
Peter S. Radulov
Yulia Yu. Belyakova
Dmitrii I. Fomenkov
Vera A. Vil’
Maria A. Kuznetsova
Valentina N. Demidova
Alexei P. Glinushkin
Alexander O. Terent’ev
Cyclic Organic Peroxides as New Fungicides against Phytopathogenic Fungi
Agrochemicals
crop protection
fungicides
organic peroxides
title Cyclic Organic Peroxides as New Fungicides against Phytopathogenic Fungi
title_full Cyclic Organic Peroxides as New Fungicides against Phytopathogenic Fungi
title_fullStr Cyclic Organic Peroxides as New Fungicides against Phytopathogenic Fungi
title_full_unstemmed Cyclic Organic Peroxides as New Fungicides against Phytopathogenic Fungi
title_short Cyclic Organic Peroxides as New Fungicides against Phytopathogenic Fungi
title_sort cyclic organic peroxides as new fungicides against phytopathogenic fungi
topic crop protection
fungicides
organic peroxides
url https://www.mdpi.com/2813-3145/2/3/21
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